| 2. Round | 31/08/2019 | AEL Limassol | - | Enosis Neon Paralimni | 2:0 | ||||
| 4. Round | 23/09/2019 | Enosis Neon Paralimni | - | APOEL Nikosia | 2:3 |  |
|||
| 5. Round | 05/10/2019 | Doxa Katokopias | - | Enosis Neon Paralimni | 1:3 | |
|||
| 6. Round | 20/10/2019 | Enosis Neon Paralimni | - | Nea Salamina | 0:1 | ||||
| 13. Round | 15/12/2019 | Enosis Neon Paralimni | - | AEL Limassol | 2:2 | ||||
| 14. Round | 20/12/2019 | Anorthosis Famagusta | - | Enosis Neon Paralimni | 5:1 | ||||
| 15. Round | 05/01/2020 | APOEL Nikosia | - | Enosis Neon Paralimni | 4:0 | ||||
| 16. Round | 13/01/2020 | Enosis Neon Paralimni | - | Doxa Katokopias | 1:0 | ||||
| 17. Round | 26/01/2020 | Nea Salamina | - | Enosis Neon Paralimni | 1:1 | ||||
| 22. Round | 01/03/2020 | Enosis Neon Paralimni | - | Olympiakos Nikosia | 3:0 | |
Cyprus